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Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides
[Display omitted] The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium co...
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Published in: | Bioorganic & medicinal chemistry 2019-01, Vol.27 (2), p.410-415 |
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container_end_page | 415 |
container_issue | 2 |
container_start_page | 410 |
container_title | Bioorganic & medicinal chemistry |
container_volume | 27 |
creator | Bandeira, Pamela T. Dalmolin, Mara C. de Oliveira, Mariana M. Nunes, Karine C. Garcia, Francielle P. Nakamura, Celso V. de Oliveira, Alfredo R.M. Piovan, Leandro |
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The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH radical with IC50 values ranging from 5.08 to 19.20 µg mL−1, and some of them also reduced ABTS+ radical and TPTZ-Fe3+ complex in ABTS+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity. |
doi_str_mv | 10.1016/j.bmc.2018.12.017 |
format | article |
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The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH radical with IC50 values ranging from 5.08 to 19.20 µg mL−1, and some of them also reduced ABTS+ radical and TPTZ-Fe3+ complex in ABTS+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity.</description><identifier>ISSN: 0968-0896</identifier><identifier>EISSN: 1464-3391</identifier><identifier>DOI: 10.1016/j.bmc.2018.12.017</identifier><identifier>PMID: 30554969</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Antioxidant agents ; Nitrogenated tellurides ; Organotellurium chemistry ; Radical scavengers</subject><ispartof>Bioorganic & medicinal chemistry, 2019-01, Vol.27 (2), p.410-415</ispartof><rights>2018 Elsevier Ltd</rights><rights>Copyright © 2018 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c353t-8cc196ced41113dd9dfa8616af1ab256bcf6e47a74988df4dba745aa94db6a5b3</citedby><cites>FETCH-LOGICAL-c353t-8cc196ced41113dd9dfa8616af1ab256bcf6e47a74988df4dba745aa94db6a5b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30554969$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bandeira, Pamela T.</creatorcontrib><creatorcontrib>Dalmolin, Mara C.</creatorcontrib><creatorcontrib>de Oliveira, Mariana M.</creatorcontrib><creatorcontrib>Nunes, Karine C.</creatorcontrib><creatorcontrib>Garcia, Francielle P.</creatorcontrib><creatorcontrib>Nakamura, Celso V.</creatorcontrib><creatorcontrib>de Oliveira, Alfredo R.M.</creatorcontrib><creatorcontrib>Piovan, Leandro</creatorcontrib><title>Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides</title><title>Bioorganic & medicinal chemistry</title><addtitle>Bioorg Med Chem</addtitle><description>[Display omitted]
The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH radical with IC50 values ranging from 5.08 to 19.20 µg mL−1, and some of them also reduced ABTS+ radical and TPTZ-Fe3+ complex in ABTS+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity.</description><subject>Antioxidant agents</subject><subject>Nitrogenated tellurides</subject><subject>Organotellurium chemistry</subject><subject>Radical scavengers</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kE1PAyEQhonR2PrxA7yYPXpwV2aXpRBPTeNXYvSgPRMWWKVpQYE11l8vTdWjp5kMz7xhHoROAFeAgV4sqm6lqhoDq6CuMEx20BgIJWXTcNhFY8wpKzHjdIQOYlxgjGvCYR-NGty2hFM-RvOntUuvJtp4Xkxdsv7TaulSMVXJfti0LqTTxWydfMovajPwffFQXg8uA97Jpf0yungML9L5ZJbLIVht4hHa6-UymuOfeojm11fPs9vy_vHmbja9L1XTNqlkSgGnymgCAI3WXPeSUaCyB9nVLe1UTw2ZyAnhjOme6C63rZQ8d1S2XXOIzra5b8G_DyYmsbJR5W9IZ_wQRQ3thLaMMJJR2KIq-BiD6cVbsCsZ1gKw2NgUC5Ftio1NAbXINvPO6U_80K2M_tv41ZeByy1g8pEf1gQRlTUuX2SDUUlob_-J_wbJDYdC</recordid><startdate>20190115</startdate><enddate>20190115</enddate><creator>Bandeira, Pamela T.</creator><creator>Dalmolin, Mara C.</creator><creator>de Oliveira, Mariana M.</creator><creator>Nunes, Karine C.</creator><creator>Garcia, Francielle P.</creator><creator>Nakamura, Celso V.</creator><creator>de Oliveira, Alfredo R.M.</creator><creator>Piovan, Leandro</creator><general>Elsevier Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20190115</creationdate><title>Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides</title><author>Bandeira, Pamela T. ; Dalmolin, Mara C. ; de Oliveira, Mariana M. ; Nunes, Karine C. ; Garcia, Francielle P. ; Nakamura, Celso V. ; de Oliveira, Alfredo R.M. ; Piovan, Leandro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c353t-8cc196ced41113dd9dfa8616af1ab256bcf6e47a74988df4dba745aa94db6a5b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Antioxidant agents</topic><topic>Nitrogenated tellurides</topic><topic>Organotellurium chemistry</topic><topic>Radical scavengers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bandeira, Pamela T.</creatorcontrib><creatorcontrib>Dalmolin, Mara C.</creatorcontrib><creatorcontrib>de Oliveira, Mariana M.</creatorcontrib><creatorcontrib>Nunes, Karine C.</creatorcontrib><creatorcontrib>Garcia, Francielle P.</creatorcontrib><creatorcontrib>Nakamura, Celso V.</creatorcontrib><creatorcontrib>de Oliveira, Alfredo R.M.</creatorcontrib><creatorcontrib>Piovan, Leandro</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bandeira, Pamela T.</au><au>Dalmolin, Mara C.</au><au>de Oliveira, Mariana M.</au><au>Nunes, Karine C.</au><au>Garcia, Francielle P.</au><au>Nakamura, Celso V.</au><au>de Oliveira, Alfredo R.M.</au><au>Piovan, Leandro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2019-01-15</date><risdate>2019</risdate><volume>27</volume><issue>2</issue><spage>410</spage><epage>415</epage><pages>410-415</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>[Display omitted]
The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH radical with IC50 values ranging from 5.08 to 19.20 µg mL−1, and some of them also reduced ABTS+ radical and TPTZ-Fe3+ complex in ABTS+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>30554969</pmid><doi>10.1016/j.bmc.2018.12.017</doi><tpages>6</tpages></addata></record> |
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source | Elsevier |
subjects | Antioxidant agents Nitrogenated tellurides Organotellurium chemistry Radical scavengers |
title | Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides |
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